Kid-friendly vacation rentals in Assateague Island

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Popular amenities for Assateague Island kid-friendly rentals

Kid-friendly house rentals

Guest favorite
A stone bench is positioned on a paved area surrounded by lush greenery and colorful plants. The white and brown farmhouse is visible in the background, framed by vibrant foliage. Sunlight streams gently across the outdoor space, creating a serene outdoor seating area.
Home in Berlin
4.96 out of 5 average rating, 73 reviews

Private pool, waterfront, kayaks, bikes, firepits!

LenoreRating, 5 stars1 month ago
We can't wait to return to Golden Quarter Farm! Charming and expansive, the property has everything we were looking for in a place to spend a relaxing weekend with extended family. The historic house is bright and roomy with a well-appointed kitchen; the bedrooms are unique, comfortable, and private; and the living space homey and inviting -- perfect for spending time together. The beautiful views of the riverfront drew everyone outside for walks down the pier, through the fields, and down the sun-dappled forest trails. It was a bit too chilly during our April stay, but the possibilities for enjoying the river (canoe, kayay, SUP) and lovely pool were nonetheless enticing. Finally, I must mention that Evie and Mary were extraordinarily welcoming and accomodating, from communicating proactively to preparing the home for our stay and checking in to make sure everything was perfect. Highly recommend!
Top guest favorite
A charming house with large windows is situated by the water, framed by lush greenery. A wooden dock leads from the house to the water's edge, surrounded by tall grass. Soft evening light highlights the structure, creating a serene ambiance.
Home in Ocean Pines
4.99 out of 5 average rating, 122 reviews

Charming Waterfront Cottage w/2 King Suites + Dock

MatthewRating, 5 stars1 month ago
Jennifer's home was perfect for an Ocean City getaway. We used it as a home base for a golf trip and it was great. Peaceful spot on the marsh with a fire pit and dock was perfect for coffee in the morning and beers in the evening. Big windows looked out at the water for lots of natural light. Centrally located to golf courses, the casino, and beach with lots of restaurants and shops nearby. No linens or towels are provided, but she is up front about that, so you just need to plan accordingly. Jennifer was always responsive and helpful. Definitely worth it for an Ocean City trip!
Guest favorite
A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.
Home in Ocean City
4.95 out of 5 average rating, 255 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

ErikaRating, 5 stars1 week ago
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!
Superhost
A cozy living area features a leather armchair positioned next to a small side table with a lamp. A storage chest rests on the floor beneath a collection of framed artworks and a flat-screen television, enhancing the eclectic atmosphere of the space.
Home in Berlin
4.82 out of 5 average rating, 115 reviews

Joy in the Morning @ Berlin Boho Bungalow

MartyRating, 5 stars1 month ago
Beautifully decorated, great location and Kristen was responsive when needed…a real gem of a home.
Top guest favorite
A barn-style exterior of the condo is showcased, featuring a metal roof and three large garage doors at ground level. The second floor includes a deck with an entrance door. Expansive green space surrounds the property, with trees visible in the background under a clear blue sky.
Home in Berlin
4.92 out of 5 average rating, 49 reviews

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

GaryRating, 5 stars2 weeks ago
Super close to Ocean City! Close to a super cute & cozy town called Berlin. Restaurants, bars, antique shops. And then of course minutes away from the Assateague Island park with wild horses. Place was clean & brand new, thank you
Top guest favorite
The living area features a comfortable seating arrangement with a sofa and two chairs, all upholstered in coastal-themed fabrics. A round wooden coffee table sits centrally on a patterned rug, and large windows allow natural light to fill the space. A ceiling fan adds functionality.
Home in Chincoteague
4.98 out of 5 average rating, 61 reviews

Central Location- Walk to Dining & Entertainment!

TracyRating, 5 stars3 days ago
The townhouse was beautifully furnished with a beach vibe. Kitchen huge, clean and had everything you needed to cook. Front bedroom very sunny and comfortable. Back bedroom smaller and a little dark. Our dogs were comfortable staying there, but note the grassy area out front is not fenced. Very close to nice restaurants, we walked to a few. Appreciated the park pass and enjoyed our time at the park. Saw lots of ponies. Enjoyed our short stay.
Top guest favorite
A well-maintained house features a light-colored exterior surrounded by landscaped flower beds. A gravel driveway leads to the entrance, which is adorned with potted plants. Lush greenery and a distant building are visible in the background beneath a partly cloudy sky.
Home in Selbyville
5 out of 5 average rating, 71 reviews

Lighthouse Cottage- Pet Friendly & Close to beach

DarinRating, 5 stars3 days ago
This cottage is absolutely beautiful! Perfect for a couple or family. Honestly it’s so much nicer than the pictures, it’s bigger than I thought. Such a clean place to stay also. The deck is absolutely beautiful, we sat out there every morning and evening and watched deer! They even had a water bowl for our fur baby. It is so close to ocean city and Bethany beach!. You will not be sorry staying here, I’ll just say that!! Thank you Jay for letting us stay at the Lighthouse Cottage, we will always Remember our experience there, we will be back!❤️
Top guest favorite
Home in Chincoteague
5 out of 5 average rating, 37 reviews

Pearl in the Pines

WrenRating, 5 stars5 days ago
We had a wonderful time! Thank you for sharing your home, we would love to return sometime soon. You guys were a wonderful host!

Kid-friendly apartment rentals

Superhost
A cozy living area features a dark gray sofa positioned near a small dining table set for four. Sunlight filters through two large windows adorned with blinds, illuminating the light-toned flooring. A potted plant adds a touch of greenery to the space.
Apartment in Berlin
4.91 out of 5 average rating, 108 reviews

Downtown Main Street Berlin Apartment

CyndiRating, 5 stars1 month ago
Excellent location and host. Sonny had water, coffee, beer, and snacks in the apartment for us. Also, pamphlets and town map of things to do. Very clean and comfortable. Would recommend.
Guest favorite
A private entrance is shown, leading to a small patio area with two chairs and a circular table. A welcome mat with the word 'vibes' is displayed at the door. A hammock is visible in the background, and shrubbery lines the path.
Apartment in Ocean City
4.92 out of 5 average rating, 424 reviews

Private suite .5 mile from beach/no shared spaces

ChristopherRating, 5 stars4 days ago
I would say my wife and I are Airbnb snobs — and sometimes one place(and host) is just a standout that I feel like I have to leave a review. This was just hassle-free, exactly what it said it was, and perfectly managed by the hosts. We had a car but opted to use the bus — and even went to Rehobeth Beach one of our days. So this is a great place to experience all that the area offers.
Top guest favorite
A blue decorative anchor rests on a white surface, featuring a rustic rope detail. The soft lighting highlights the anchor's design, creating a nautical theme. A blurred background suggests a bright and airy space, complementing the apartment's beach-inspired decor.
Apartment in Milton
4.96 out of 5 average rating, 173 reviews

Beachin' Inn Milton

MichelleRating, 5 stars6 days ago
We were in town to see a concert at the Milton Theater. This place is a great location to walk to the theater. It is very clean with great amenities. The snacks were a bonus! Alene gave us instructions to the beach we could drive on! Super great stay and would stay again!
Guest favorite
A spacious balcony view showcases a serene oceanfront landscape, with gentle waves lapping at the shore. Outdoor seating is visible, offering a peaceful spot to enjoy the surroundings. Sunlight filters through the glass sliding doors, illuminating the interior.
Apartment in Ocean City
4.86 out of 5 average rating, 110 reviews

Amazing oceanfront view 3 blocks from boardwalk

Jamie ElizabethRating, 5 stars1 month ago
Condo was exactly as described! Amazing oceanfront view! I was also impressed with how much room there was. It was cruiser week so it was a tad bit noisy at night, but other than that and the fact we couldn’t stay longer, we had a wonderful time and enjoyed our stay!
Top guest favorite
A modern living area features a spacious gray sofa and a wooden coffee table, complemented by a cozy area rug. Large glass doors open to a private oceanfront balcony, allowing natural light to fill the space. Decorative accents include a wall-mounted surfboard and a round mirror.
Apartment in Ocean City
4.98 out of 5 average rating, 240 reviews

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

FalRating, 5 stars3 weeks ago
Had an amazing time at this beautiful beachfront Airbnb. The location couldn’t have been better, literally steps from the sand with stunning ocean views right from the balcony. The space was clean, cozy, and had everything we needed for a relaxing getaway. The host was friendly, responsive, and made check-in a breeze. Highly recommend this spot for anyone looking to unwind by the water.
Guest favorite
The exterior of a red barn-style structure is highlighted, featuring a wraparound porch with a wooden railing. A large garage door is visible on the lower level, while greenery surrounds the property, offering a serene setting.
Apartment in Rehoboth Beach
4.93 out of 5 average rating, 150 reviews

The Artist’s Barn Studio

PatrickRating, 5 stars1 week ago
This place is lovely! It is a little bit of a walk to the beach, but it's a perfect distance to most of the boardwalk area. The place is well-maintained and thoughtfully furnished. I would stay here again.
Top guest favorite
A spacious living area is captured, featuring modern decor and large windows allowing natural light. A 72" TV is positioned against the wall, accompanied by a comfortable seating arrangement. A dining area with stylish bar stools and a patterned area rug enhances the inviting atmosphere.
Apartment in Lewes
4.96 out of 5 average rating, 594 reviews

Sandy Blessings

WilliamRating, 5 stars2 days ago
My girlfriend and I had an amazing time staying here. It is so close to everything so we were able to shoot over to the beach at a moments notice. Patty provided an incredible amount of food recommendations as well as information for events that were going on. I highly recommend spending some time visiting the town of Lewis and watching a sunset at Savanah Beach.
Guest favorite
A spacious living area features a large L-shaped mahogany leather couch and a brown suede love seat adorned with decorative pillows. An ottoman complements the seating arrangement. A 65" HD flat screen TV is visible, alongside two windows allowing natural light to brighten the room.
Apartment in Dewey Beach
4.93 out of 5 average rating, 220 reviews

DeweyBeach 1 BR + sleeper sofa. Walk to the beach!

RobertRating, 5 stars3 weeks ago
Amazing location and host. Very responsive. Parking pass was big bonus. No frills and has everything you could need for a convenient comfortable beach stay.

Kid-friendly condo rentals

Guest favorite
A bright bedroom features a spacious bed with soft blue bedding and decorative pillows. Natural light floods in through two windows adorned with white trim, while a colorful wall art piece hangs above the bed. A side table with a basket adds functionality to the space.
Condo in Ocean City
4.98 out of 5 average rating, 170 reviews

The Search For Surf-Ocean Block Sleeps 4

WilliamRating, 5 stars2 weeks ago
Beautiful condo! Great deal for the price!!
Superhost
A spacious living area features a comfortable gray sectional sofa adorned with colorful cushions. An inviting lamp sits on a coffee table, while the light beige walls complement the tiled flooring. The open layout connects to the kitchen and dining space in the background.
Condo in Ocean City
4.82 out of 5 average rating, 274 reviews

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!

PaulRating, 5 stars1 week ago
Adam was a great host, answered all questions we had in a timely manner and went above and beyond to check in to make sure we were settling in and enjoying our stay. Our daughter loved the extra amenities of toys and the bunk beds. This home provided beautiful views of the sunrise on the beach and an excellent view of the sunset on the bay. We are already planning our next stay.
Top guest favorite
A spacious living area features a sectional sofa adorned with red accent pillows. A wooden coffee table sits in front, contrasted by a patterned area rug. Natural light streams through large windows, highlighting a piece of wall art depicting a serene landscape.
Condo in Lewes
4.99 out of 5 average rating, 312 reviews

Beach Sunrise * Walk & Bike * Culinary Coast

BeckyRating, 5 stars1 week ago
Always a great stay here! Love that everything is ready for us when we get there, lots of good games and night time books for kids, bikes for grownups is awesome, and easy to walk to beach or town!
Guest favorite
An oversized balcony features comfortable seating with deep blue cushions. A glass-top table sits between the chairs. Below, the water view showcases boat traffic, while string lights add a gentle ambiance. The surrounding area includes other residential units and docks.
Condo in Ocean City
4.89 out of 5 average rating, 221 reviews

Bayside Retreat in the Heart of Ocean City!

AdrianaRating, 5 stars1 week ago
We loved staying at Heathers place. Very comfortable and felt like home. We really appreciated the Welcome book she provided which gave us all kinds of recommendations for food, drink and activity. We will be coming back!
Guest favorite
An aerial view of North Ocean City reveals a marina lined with boats, surrounded by multicolored buildings and green spaces. The waterfront creates a serene atmosphere, while inland areas are dotted with residential units and shops. The landscape is enhanced by a clear blue sky.
Condo in Ocean City
4.9 out of 5 average rating, 201 reviews

Prime Condo North OC 2 Blocks to Beach w/ Pool

CaitlinRating, 5 stars4 weeks ago
This was an amazing place to stay. Beautiful home, very clean, very responsive and proactive host. 5 stars for everything. Beautiful view from balcony, accessible pool, great area. Will definitely be back in the future!
Guest favorite
A light-filled living area features a beige sofa with accent pillows, complemented by a wooden coffee table. An art piece depicting sailboats adorns the wall. Natural light flows in through a sliding door, leading to a balcony with outdoor seating.
Condo in Ocean City
4.94 out of 5 average rating, 119 reviews

STEPS to the BEACH! Perfect Mid-Town Location!

MariaRating, 5 stars2 weeks ago
We loved our stay!! The condo is located in a great location just steps from the beach, restaurants and shops. Very well kept and clean with onsite parking and all of the amenities we needed for our long weekend. Michelle was an amazing host and very responsive. We were provided a checklist will all information needed for the condo, along with tips for what to bring, local restaurants, shopping, etc. We will definitely stay here again.
Top guest favorite
A private balcony features a high table with two chairs, providing an unobstructed view of the ocean and beach below. The scene is enhanced by the bright blue sky and gentle waves, creating an inviting spot for enjoying morning coffee.
Condo in Ocean City
4.99 out of 5 average rating, 135 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

SarahRating, 5 stars3 weeks ago
Location, Location, Location! This beautiful condo was in the perfect walkable location. quite at night, and peaceful during the day. Had everything we needed to make our stay perfect
Top guest favorite
An enclosed patio provides a direct view of the ocean, with sandy beach and water visible beyond a railing. Comfortable seating options are arranged with a small table, allowing for relaxation while enjoying the ocean scenery.
Condo in Ocean City
4.98 out of 5 average rating, 226 reviews

Direct Oceanfront close to Northside Park!

MikeRating, 5 stars1 week ago
This beautiful condo has a balcony view of the ocean, is away from the hustle of OC but close enough to enjoy the fun, and has semi-private beach access that makes for a great trip. We appreciated all the amenities and the cleanliness of the house. We’ll definitely be looking out for this place again next time we’re in town!

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